Patent CA-1232606-A (CA)
Inventor: SELBY THOMAS P
IPC: C07D521/00
Filed: 1986-06-03
Granted: 1988-02-09
Abstract: Title CYANOHETEROCYCLIC SULFONYLUREAS   Abstract of the Disclosure Cyanoheterocyclic sulfonylureas and agricultural compositions containing them are useful as general preemergence or postemergence herbicides or plant growth regulants.  The sulfonylureas are of the formula:                           wherein W is O or S; R is H or CH3; A is   ,    ,       or   :     R1 is H. C1-C3 alkyl. C1-C3 alkoxy. C1-C3 halo-alkoxy, C1-C3 haloalkyl, C1-C3 haloalkylthio. C1-C3 alkylthio, halogen, C2-C5 alkoxyalkyl, C2-C5 alkoxyalkoxy, amino. C1-C2 alkylamino, N(CH3)2, C3 alkenyloxy, C3 alkynyloxy. C2-C3 alkylthioalkyl, C2-C3 alkylsulfinylalkyl, C2-C3 alkylsulfonylalkyl, cyclopropyl, C2-C3 alkynyl,     ,        ,      or  N(OCH3)CH;            R1 is H, C1-C6 alkyl or CH2CF3: X is O or CH2; Y is H or CH3; W1 and W2 are independently O or S, Z is CH or N; R2 is H or CH3; R3 is C1-C2 alkyl; R4 is C1-C2 alkyl; n is 2 or 3; J is        ,             ,             ,        ,             ,             ,        ,             ,           ,       or         ;     R5 is F, Cl, Br, NO2, C1-C4 alkyl, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl, C1-C4 haloalkyl, C1-C4 alkoxy, OCH2CH20CH3, C1-C4 haloalkoxy, C3-C4 alkenyloxy, C2-C4 haloalkenyloxy, C3-C4 alkynyloxy. CO2R15, CONR16R17, SO2N(OCH3)CH3.SO2NR16R17, S(O)mR18, OSO2R19, C1-C2 alkyl substi-tuted with C1-C2 alkoxy or C1-C2 alkylthio, CHzCN. phenyl, C(O)R20,  CR20(OR21)2,          ,               or  Q;   m is 0, 1 or 2; Q is         Q-16     Q-17      Q-18     Q-19     Q-20  ;         R6 is H, Cl, Br, F, CN, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 alkylthio, C1-C3 haloalkyl, nitro, C1-C3 haloalkylthio, C1-C3 haloalkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, amino, C1-C3 alkylamino, di(C1-C2)alkylamino, CH2OCH3 or CH2SCH3; R7 is Cl, NO2, CO2CH3, CO2C2H5, SO2N(CH3)2, OSO2CH3, SO2CH3, SO2C2H5, OCH3 or OC2H5; R8 is C1-C3 alkyl, C1-C2 alkoxy, F. Cl, Br, NO2, CO2R15, SO2NR16R17, SO2N(OCH3)CH3, C(O)NR16R17, S(O)mR18 or C2-C4 haloalkenyl; R9 is H, F, Cl or CH3; R10 is C1-C2 alkyl, C1-C2 alkoxy, F. Cl, Br, SO2NR16R17, SO2N(OCH3)CH3, S(O)mR18, C(O)NR16R17, C3-C4 alkenyloxy, CH2OCH3, CH2OC2H5, C1-C2 alkylamino. di(C1-C2)alkyl-amino or COOR23; R10 is H, F, Cl or CH3; R11 is C1-C3 alkyl, F, Cl, Br, NO2, CO2R15.      SO2NR16R17, SO2R18, OCF2H or phenyl; R12 is H, C1-C3 alkyl, CH2CH=CH2 or phenyl; R13 is H, Cl, F, Br or C1-C3 alkyl; R14 is H, CH3. OCH3, F. Cl. Br, SO2N(CH3)2, OSO2CH3 or S(O)mCH3; R15 is C1-C4 alkyl, C3-C4 alkenyl, C3-C4 alkynyl, CH2CH2Cl, CH2CH2F, CH2CF3, or C1-C2 alkyl substituted with OCH3 or SCH3; R16 is H or C1-C3 alkyl; R17 is H or C1-C3 alkyl; R18 is C1-C3 alkyl, CH2Ch=Ch2, CH2C=CH or C1-C3 haloalkyl;        R19 is C1-C3 alkyl or N[CH3)2; R20 is H, C1-C4 alkyl, C3-C4 alkenyl, C3-C4 alkynyl, C3-C6 cycloalkyl, CH2CH2Cl, CH2CH2F, CH2CF3 or C1-C2 alkyl substituted with OCH3 or SCH3; R21 is C1-C2 alkyl; R22 is H or CH3; and R23 is C1-C3 alkyl or allyl; and their agriculturally suitable salts; provided that 1) when W is S, then A is A-1, R is H, and R1 is CH3, OCH3, OC2H5 CH2OCH3, C2H5, CF, SCH3, OCH2CH=CH2, OCH2?CH, OCH2CH2OCH3, CH(OCH3)2 or   :   2) when J is J-1 and A is A-1, then R1 is other than               or  :   3) when R1 is C1 haloalkoxy, when Z is CH; 4) when J is J-10, then R11 and R12 are not both phenyl; and 5) when R1 is halogen, Z is CH.